#------------------------------------------------------------------------------ #$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: svn://www.crystallography.net/cod/cif/2/2012276.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_2012276 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 1182 _journal_page_last 1183 _publ_section_title ; Anti-inflammatory drugs. X. Pyrrolidinium {2-[(2,6-dichlorophenyl)amino]phenyl}acetate monohydrate (HP.D.H~2~O) ; _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _[local]_cod_cif_authors_sg_H-M 'P 21/c' loop_ _publ_author_name 'Carlo Castellari' 'Fabio Comelli' 'Stefano Ottani' _chemical_formula_moiety 'C4 H10 N 1+, C14 H10 Cl2 N O2 1-, H2 O' _chemical_formula_sum 'C18 H22 Cl2 N2 O3' _chemical_formula_iupac 'C4 H10 N 1+, C14 H10 Cl2 N O2 1-, H2 O' _chemical_formula_weight 385.28 _symmetry_cell_setting 'monoclinic' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 18.9631(7) _cell_length_b 9.6845(3) _cell_length_c 10.0505(4) _cell_angle_alpha 90.00 _cell_angle_beta 93.1340(10) _cell_angle_gamma 90.00 _cell_volume 1842.99(12) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.389 _diffrn_ambient_temperature 293(2) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol Cl1 .25198(4) .69551(7) 1.01753(8) .0610(3) Uani d D 1 . . Cl Cl2 .04070(4) .45113(7) .71787(7) .0515(2) Uani d D 1 . . Cl O1 .34634(9) .45728(19) .81873(19) .0555(5) Uani d . 1 . . O O2 .40697(9) .36771(19) .65867(19) .0535(5) Uani d . 1 . . O N1 .19438(11) .4871(2) .8218(2) .0429(6) Uani d D 1 . . N H1 .2406(10) .516(3) .835(3) .061(9) Uiso d D 1 . . H C1 .19075(12) .3413(2) .8098(2) .0357(6) Uani d D 1 . . C C2 .23255(12) .2770(2) .7167(2) .0374(6) Uani d D 1 . . C C3 .22812(14) .1350(3) .7035(3) .0471(7) Uani d D 1 . . C H2 .2554 .0911 .6421 .057 Uiso calc RD 1 . . H C4 .18420(15) .0564(3) .7793(3) .0539(8) Uani d D 1 . . C H3 .1815 -.0388 .7676 .065 Uiso calc RD 1 . . H C5 .14485(14) .1205(3) .8715(3) .0477(7) Uani d D 1 . . C H4 .1160 .0684 .9240 .057 Uiso calc RD 1 . . H C6 .14786(13) .2615(3) .8868(3) .0422(7) Uani d D 1 . . C H5 .1208 .3039 .9495 .051 Uiso calc RD 1 . . H C7 .14377(13) .5670(2) .8811(2) .0362(6) Uani d D 1 . . C C8 .16313(13) .6694(2) .9756(3) .0398(6) Uani d D 1 . . C C9 .11463(15) .7520(3) 1.0338(3) .0468(7) Uani d D 1 . . C H6 .1296 .8196 1.0946 .056 Uiso calc RD 1 . . H C10 .04396(15) .7343(3) 1.0017(3) .0499(7) Uani d D 1 . . C H7 .0108 .7861 1.0447 .060 Uiso calc RD 1 . . H C11 .02229(14) .6398(3) .9060(3) .0465(7) Uani d D 1 . . C H8 -.0255 .6299 .8821 .056 Uiso calc RD 1 . . H C12 .07158(13) .5594(2) .8453(3) .0382(6) Uani d D 1 . . C C13 .28123(13) .3583(3) .6333(3) .0417(6) Uani d . 1 . . C H9 .2573 .4418 .6021 .050 Uiso calc R 1 . . H H10 .2920 .3041 .5558 .050 Uiso calc R 1 . . H C14 .35001(13) .3975(2) .7094(3) .0386(6) Uani d . 1 . . C N2 .46860(12) -.0400(2) .7225(2) .0427(6) Uani d D 1 . . N H11 .5147(9) -.061(3) .748(3) .081(11) Uiso d D 1 . . H H12 .4678(15) .019(2) .651(2) .068(10) Uiso d D 1 . . H C15 .42941(15) -.1684(3) .6865(3) .0599(8) Uani d D 1 . . C H13 .3949 -.1519 .6135 .072 Uiso calc R 1 . . H H14 .4615 -.2405 .6608 .072 Uiso calc R 1 . . H C16 .43093(15) .0260(3) .8332(3) .0523(7) Uani d D 1 . . C H15 .4644 .0558 .9038 .063 Uiso calc R 1 . . H H16 .4041 .1055 .8006 .063 Uiso calc R 1 . . H C17 .38306(19) -.0818(3) .8827(4) .0765(10) Uani d D 1 . . C H17 .3934 -.0980 .9770 .092 Uiso calc R 1 . . H H18 .3342 -.0525 .8698 .092 Uiso calc R 1 . . H C18 .3948(2) -.2069(3) .8072(4) .0963(14) Uani d D 1 . . C H19 .3501 -.2520 .7841 .116 Uiso calc R 1 . . H H20 .4244 -.2704 .8599 .116 Uiso calc R 1 . . H O1W .43925(11) .1397(2) .5139(2) .0588(6) Uani d DU 1 . . O H1W .420(2) .213(3) .559(4) .129(16) Uiso d D 1 . . H H2W .4037(16) .103(3) .455(3) .088(12) Uiso d D 1 . . H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cl1 .0400(4) .0557(5) .0869(6) -.0110(3) -.0001(4) -.0104(4) Cl2 .0463(4) .0494(4) .0577(5) -.0002(3) -.0069(3) -.0046(3) O1 .0388(11) .0678(13) .0599(14) -.0002(9) .0013(9) -.0248(11) O2 .0279(11) .0727(13) .0604(13) .0006(9) .0057(9) -.0145(10) N1 .0315(13) .0347(12) .0639(16) -.0024(10) .0137(11) -.0058(11) C1 .0267(14) .0337(14) .0466(16) -.0006(11) .0000(12) .0009(12) C2 .0274(14) .0404(15) .0439(16) -.0019(11) -.0028(12) -.0035(12) C3 .0420(17) .0459(17) .0532(18) .0015(13) .0013(14) -.0100(14) C4 .0532(19) .0350(15) .073(2) -.0016(14) -.0033(16) -.0029(15) C5 .0410(17) .0400(16) .061(2) -.0046(13) -.0045(14) .0089(14) C6 .0336(15) .0426(16) .0507(17) .0013(12) .0041(13) .0012(13) C7 .0339(15) .0311(13) .0443(16) .0013(11) .0085(12) .0073(12) C8 .0328(15) .0340(14) .0528(17) -.0039(11) .0061(12) .0035(12) C9 .0521(19) .0366(14) .0520(18) -.0009(13) .0069(14) -.0034(13) C10 .0460(18) .0452(17) .060(2) .0126(13) .0125(15) .0005(15) C11 .0362(16) .0435(16) .0601(19) .0051(13) .0049(14) .0047(14) C12 .0374(15) .0330(14) .0444(16) .0005(11) .0045(12) .0016(12) C13 .0308(14) .0509(16) .0438(16) .0020(12) .0042(12) -.0009(13) C14 .0317(15) .0355(14) .0484(17) .0016(11) .0017(12) .0028(13) N2 .0350(14) .0495(14) .0436(14) -.0021(11) .0026(11) .0035(12) C15 .0507(19) .0571(18) .072(2) -.0047(15) .0051(16) -.0194(16) C16 .062(2) .0486(17) .0474(17) -.0001(14) .0073(15) -.0053(14) C17 .080(3) .067(2) .087(3) -.0143(18) .039(2) -.0117(19) C18 .134(4) .067(2) .092(3) -.047(2) .051(3) -.017(2) O1W .0595(15) .0687(15) .0479(13) .0180(12) .0003(11) .0010(11) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Cl1 C8 . 1.733(3) ? Cl2 C12 . 1.732(3) ? O1 C14 . 1.248(3) y O2 C14 . 1.253(3) y N1 C7 . 1.391(3) ? N1 C1 . 1.419(3) ? N1 H1 . .922(17) ? C1 C6 . 1.388(3) ? C1 C2 . 1.405(3) ? C2 C3 . 1.383(3) ? C2 C13 . 1.504(3) ? C3 C4 . 1.387(4) ? C3 H2 . .9300 ? C4 C5 . 1.370(4) ? C4 H3 . .9300 ? C5 C6 . 1.375(3) ? C5 H4 . .9300 ? C6 H5 . .9300 ? C7 C12 . 1.398(3) ? C7 C8 . 1.408(3) ? C8 C9 . 1.374(3) ? C9 C10 . 1.372(4) ? C9 H6 . .9300 ? C10 C11 . 1.374(4) ? C10 H7 . .9300 ? C11 C12 . 1.384(3) ? C11 H8 . .9300 ? C13 C14 . 1.523(3) ? C13 H9 . .9700 ? C13 H10 . .9700 ? N2 C15 . 1.483(3) y N2 C16 . 1.498(3) y N2 H11 . .921(14) ? N2 H12 . .919(13) ? C15 C18 . 1.458(4) y C15 H13 . .9700 ? C15 H14 . .9700 ? C16 C17 . 1.487(4) y C16 H15 . .9700 ? C16 H16 . .9700 ? C17 C18 . 1.453(4) y C17 H17 . .9700 ? C17 H18 . .9700 ? C18 H19 . .9700 ? C18 H20 . .9700 ? O1W H1W . .93(2) ? O1W H2W . .94(2) ? _cod_database_code 2012276